Cesium carbonate → HCID 70665331, compound

HRID 1854536Notes

Reaction equation

[CH2:1]([O:3][C:4]([C:6]1[CH:10]=[C:9]([NH2:11])[N:8]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[N:7]=1)=[O:5])[CH3:2].Br[CH2:19][C:20](=[O:25])[C:21]([CH3:24])([CH3:23])[CH3:22].C([O-])([O-])=O.[Cs+].[Cs+]>CN(C=O)C>[CH2:1]([O:3][C:4]([C:6]1[CH:10]=[C:9]([NH:11][CH2:19][C:20](=[O:25])[C:21]([CH3:24])([CH3:23])[CH3:22])[N:8]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[N:7]=1)=[O:5])[CH3:2]

Participants

Conditions

Temperature: 100 °C

Procedure

6 g (25.9 mmol) of 5-Amino-1-phenyl-1H-pyrazole-3-carboxylic acid ethyl ester are dissolved in 50 ml DMF, 4.65 g (25.9 mmol) 1-bromopinacolone and 16 g (49.1 mmol, 1.9 eq) of Cs2CO3 are added and the resulting mixture is heated to 100° C. for 4 hours. The reaction mixture is filtrated and the solvent removed in vacuo, the residue is subjected to preparative HPLC chromatography to obtain 2 g (23%) of the product.

Workup

filtrationThe reaction mixture is filtrated
customthe solvent removed in vacuo

Sources & evidence

ORD record: ord-e10ec7da20b54fd987324887ccb00d44
Source dataset: uspto-grants-2015_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08962671B2

Reaction notes

Loading…